Method for preparing bis cyclohexane monomer liquid crystal using grignard reaction

A bicyclohexane and Grignard reaction technology, which is applied to liquid crystal materials, chemical instruments and methods, and hydrocarbon production from oxygen-containing organic compounds, can solve problems such as rising raw material costs and production costs, and declining product yields. Effects of synthesis cycle, reduction of reaction steps, and reduction of production cost

Inactive Publication Date: 2007-05-16
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Although this method avoids generating too many cyclohexane cis-configuration impurities, the product yield will decrease and the cost of raw materials and production costs will increase because the route is too long

Method used

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  • Method for preparing bis cyclohexane monomer liquid crystal using grignard reaction
  • Method for preparing bis cyclohexane monomer liquid crystal using grignard reaction
  • Method for preparing bis cyclohexane monomer liquid crystal using grignard reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] (Trans, trans)-4-ethyl-4'-propyl-1,1'-bicyclohexane [structural formula: ] preparation

[0025] Put 128g (0.5mol) (trans, trans)-4-(4'-ethylcyclohexyl)cyclohexylformyl chloride and 400ml of toluene into a 2-liter reaction flask, drop the temperature in a water bath, and add 0.5mol dropwise to keep the internal temperature at 20°C C 3 h 7 The 500ml THF solution of MgBr was incubated at 20°C for 2 hours after the dropwise addition, then 700ml of water and 20ml of concentrated hydrochloric acid were added, the organic phase was separated, washed 3 times with water until neutral, and the toluene was removed to obtain 133g of white solid. Transfer to a 2-liter three-necked flask, add 640ml of diethylene glycol, 98g of potassium hydroxide, and 125g of hydrazine hydrate, raise the temperature to 130°C and keep it for 3 hours, then raise the temperature and distill to 200°C and keep it for 3 hours, cool down to below 100°C, add 400ml of toluene and 700ml of water, stirred f...

Embodiment 2

[0029] (Trans, trans)-4-propyl-4'-propyl-1,1'-bicyclohexane [structural formula: ] preparation

[0030] Put 135g (0.5mol) (trans, trans)-4-(4'-propylcyclohexyl)cyclohexylformyl chloride and 400ml of toluene into a 2-liter reaction flask, cool down in a water bath, and add 0.5mol dropwise to keep the internal temperature at 20°C C 3 h 7 The 500ml THF solution of MgBr, after the dropwise addition, was incubated at 20°C for 2 hours, then added 700ml water and 20ml concentrated hydrochloric acid, separated the organic phase, washed 3 times with water until neutral, and removed toluene to obtain 140g white solid, which was transferred to 2 In the there-necked flask, add 600ml of diethylene glycol, 92g of potassium hydroxide, and 125g of hydrazine hydrate, raise the temperature to 130°C and keep it for 3 hours, then raise the temperature and distill to 200°C and keep it for 3 hours, cool down to below 100°C, add 400ml of toluene and 700ml of water , stirred for 10 minutes, left ...

Embodiment 3

[0035] Operation is the same as in Example 2, using trans-4-(2-(trans-4'-ethylcyclohexyl) ethyl) cyclohexylformyl chloride and C 4 h 9 MgBr can make 1-(trans-4-ethylcyclohexyl)-2-(trans-4'-pentylcyclohexyl)ethane [structural formula: ]. GC: 99.9%, mp: 2.5°C, cp: 76°C.

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Abstract

The invention discloses a preparing method of bicyclohexane monomer LCD in the monomer LCD preparing technical domain, which utilizes Grignard reaction to prepare the product with structural formula as graph I and synthetic feature route as graph II, wherein R1 and R2 is C2-C10; R3 is C1-C9 straight-chain alkyl; X is Cl or Br or I; A is C2H4 or cyclohexane; n is 0 or 1.

Description

Technical field: [0001] The invention relates to a method for preparing bicyclohexane-based monomer liquid crystals, in particular to a method for preparing bicyclohexane-based monomer liquid crystals by using Grignard reaction, and belongs to the technical field of preparation methods of monomer liquid crystals. Background technique: [0002] 4,4'-Alkyl-substituted bicyclohexane monomer liquid crystal generally has a wide liquid crystal phase interval, very low viscosity, high dielectric constant, and has good compatibility with other liquid crystals, and has a wide range of liquid crystals. Used in STN, TFT liquid crystal formula. Merck company discloses the following synthesis method in patent DE19528085 and US4868341: [0003] [0004] The defect of these two methods is that there are inevitably a large amount of impurities in the cis configuration of cyclohexane in the obtained product, which greatly affects the yield of the product and causes extremely high product...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/28C07C5/00C07C1/20C09K19/10
Inventor 易朝辉葛立权林华强姜雪松张鑫鑫崔振杰
Owner VALIANT CO LTD
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